WO2010025085A3 - Polypeptides de cetoreductase pour la production stéréosélective de (4s)-3[(5s)-5(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one - Google Patents

Polypeptides de cetoreductase pour la production stéréosélective de (4s)-3[(5s)-5(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one Download PDF

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Publication number
WO2010025085A3
WO2010025085A3 PCT/US2009/054542 US2009054542W WO2010025085A3 WO 2010025085 A3 WO2010025085 A3 WO 2010025085A3 US 2009054542 W US2009054542 W US 2009054542W WO 2010025085 A3 WO2010025085 A3 WO 2010025085A3
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WIPO (PCT)
Prior art keywords
oxazolidin
fluorophenyl
phenyl
hydroxypentanoyl
engineered ketoreductase
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PCT/US2009/054542
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English (en)
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WO2010025085A2 (fr
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Emily Mundorff
Erik De Vries
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Codexis, Inc.
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Priority to SI200931097T priority Critical patent/SI2329014T1/sl
Priority to CN200980141486.8A priority patent/CN102186972B/zh
Priority to EP09810477.1A priority patent/EP2329014B1/fr
Publication of WO2010025085A2 publication Critical patent/WO2010025085A2/fr
Publication of WO2010025085A3 publication Critical patent/WO2010025085A3/fr

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    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/0004—Oxidoreductases (1.)
    • C12N9/0006—Oxidoreductases (1.) acting on CH-OH groups as donors (1.1)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/10—Nitrogen as only ring hetero atom
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    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/14—Nitrogen or oxygen as hetero atom and at least one other diverse hetero ring atom in the same ring
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/002—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by oxidation/reduction reactions
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y101/00—Oxidoreductases acting on the CH-OH group of donors (1.1)
    • C12Y101/01—Oxidoreductases acting on the CH-OH group of donors (1.1) with NAD+ or NADP+ as acceptor (1.1.1)
    • C12Y101/01184—Carbonyl reductase (NADPH) (1.1.1.184)
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    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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    • C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
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    • C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
    • C12N15/09—Recombinant DNA-technology
    • C12N15/63—Introduction of foreign genetic material using vectors; Vectors; Use of hosts therefor; Regulation of expression
    • C12N15/74—Vectors or expression systems specially adapted for prokaryotic hosts other than E. coli, e.g. Lactobacillus, Micromonospora
    • C12N15/75—Vectors or expression systems specially adapted for prokaryotic hosts other than E. coli, e.g. Lactobacillus, Micromonospora for Bacillus
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

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  • Chemical & Material Sciences (AREA)
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  • Biomedical Technology (AREA)
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  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

La présente invention concerne des enzymes de cétoréductase modifiées ayant des propriétés améliorées comparé à une enzyme de type sauvage d'origine naturelle ayant la capacité de réduire la 5-((4S)-2-oxo-4-phényle (1,3-oxazolidin-3-yl))-1-(4-fluorophényl) pentane-1,5-dione en (4S)-3-[(5S)-5-(4-fluorophényl)-5-hydroxypentanoyl]-4-phényl-1,3-oxazolidin-2-one. L'invention concerne également des polynucléotides codant les enzymes de cétoréductase modifiées, des cellules hôtes capables d'exprimer les enzymes de cétoréductase modifiées, et des procédés d'utilisation des enzymes de cétoréductase modifiées afin de synthétiser la (4S)-3-[(5S)-5-(4-fluorophényl)-5-hydroxypentanoyl]-4-phényl-1,3-oxazolidin-2-one intermédiaire dans un processus de production d'Ezétimibe.
PCT/US2009/054542 2008-08-29 2009-08-20 Polypeptides de cetoreductase pour la production stéréosélective de (4s)-3[(5s)-5(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one WO2010025085A2 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
SI200931097T SI2329014T1 (sl) 2008-08-29 2009-08-20 Polipeptidi ketoreduktaze za stereoselektivno produkcijo (4s)-3(5s)-5(4-fluorofenil)-5-hidroksipentanoil)-4-fenil-1,3-oksazolidin -2-ona
CN200980141486.8A CN102186972B (zh) 2008-08-29 2009-08-20 用于立体选择性生产(4s)-3-[(5s)-5-(4-氟苯基)-5-羟基戊酰基]-4-苯基-1，3-噁唑烷-2-酮的酮还原酶多肽
EP09810477.1A EP2329014B1 (fr) 2008-08-29 2009-08-20 Polypeptides de cetoreductase pour la production stéréosélective de (4s)-3[(5s)-5(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US9280708P 2008-08-29 2008-08-29
US61/092,807 2008-08-29

Publications (2)

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WO2010025085A2 WO2010025085A2 (fr) 2010-03-04
WO2010025085A3 true WO2010025085A3 (fr) 2010-04-15

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PCT/US2009/054542 WO2010025085A2 (fr) 2008-08-29 2009-08-20 Polypeptides de cetoreductase pour la production stéréosélective de (4s)-3[(5s)-5(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one

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US (11) US8273554B2 (fr)
EP (1) EP2329014B1 (fr)
CN (1) CN102186972B (fr)
SG (1) SG10201404330VA (fr)
SI (1) SI2329014T1 (fr)
WO (1) WO2010025085A2 (fr)

Families Citing this family (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5674248A (en) * 1995-01-23 1997-10-07 Angeion Corporation Staged energy concentration for an implantable biomedical device
WO2009029554A2 (fr) * 2007-08-24 2009-03-05 Codexis, Inc. Polypeptides cétoréductases ayant des propriétés améliorées pour la production stéréosélective de (r)-3-hydroxythiolane
WO2009036404A2 (fr) 2007-09-13 2009-03-19 Codexis, Inc. Polypeptides de cétoréductase pour la réduction d'acétophénones
CN101883846A (zh) 2007-10-01 2010-11-10 科德克希思公司 用于生成氮杂环丁酮的还原酶多肽
EP2329014B1 (fr) 2008-08-29 2014-10-22 Codexis, Inc. Polypeptides de cetoreductase pour la production stéréosélective de (4s)-3[(5s)-5(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one
US9388440B2 (en) 2009-04-01 2016-07-12 Mylan Laboratories Limited Enzymatic process for the preparation of (S)-5-(4-fluoro-phenyl)-5-hydroxy-1morpholin-4-yl-pentan-1-one, an intermediate of Ezetimibe and further conversion to Ezetimibe
ES2575560T3 (es) 2009-08-19 2016-06-29 Codexis, Inc. Polipéptidos cetorreductasa para preparar fenilefrina
US9040262B2 (en) 2010-05-04 2015-05-26 Codexis, Inc. Biocatalysts for ezetimibe synthesis
US9267159B2 (en) 2010-12-08 2016-02-23 Codexis, Inc. Biocatalysts and methods for the synthesis of armodafinil
WO2012142302A2 (fr) 2011-04-13 2012-10-18 Codexis, Inc. Procédé biocatalytique permettant de préparer de l'eslicarbazépine et ses analogues
EP2770996B1 (fr) 2011-10-27 2016-09-28 Merck Sharp & Dohme Corp. Procédé de préparation d'agonistes bêta 3 et d'intermédiaires associés
ES2584427T3 (es) 2011-10-27 2016-09-27 Merck Sharp & Dohme Corp. Proceso para la preparación de agonistas beta 3 y productos intermedios
CN104053771B (zh) 2011-11-18 2016-11-09 科德克希思公司 用于制备羟基取代的氨基甲酸酯的生物催化剂
EP2847327B1 (fr) * 2012-05-08 2018-12-26 Codexis, Inc. Biocatalyseurs et procédés pour l'hydroxylation de composés chimiques
EP2847214B1 (fr) 2012-05-11 2017-12-27 Codexis, Inc. Imine réductases manipulées et procédés d'amination réductrice de composés aminés et cétoniques
CN102827851B (zh) * 2012-09-06 2013-11-13 江苏阿尔法药业有限公司 一种酮还原酶基因及其应用
US10150959B2 (en) 2013-03-15 2018-12-11 Merck Sharp & Dohme Corp. Immobilized ketoreductases and process for making and using immobilized ketoreductase
JP6383403B2 (ja) 2013-03-15 2018-08-29 メルク・シャープ・アンド・ドーム・コーポレーションＭｅｒｃｋ Ｓｈａｒｐ ＆ Ｄｏｈｍｅ Ｃｏｒｐ． β−３作動薬および中間体の製造方法
CN104342411B (zh) * 2013-07-26 2017-09-29 南京朗恩生物科技有限公司 活性增强的酮还原酶突变体、编码序列及其制备方法
CN104342412B (zh) * 2013-08-09 2018-12-21 南京朗恩生物科技有限公司 用于生产(s)-4-氯-3-羟基丁酸乙酯的酮还原酶突变体
WO2015039675A1 (fr) 2013-09-23 2015-03-26 Pharmathen S.A. Nouveau procédé de préparation d'intermédiaires d'ézétimibe
CN106232619B (zh) 2013-11-13 2022-09-09 科德克希思公司 工程化的亚胺还原酶和用于酮和胺化合物的还原胺化的方法
EP3656764B1 (fr) 2013-11-15 2023-07-05 F. Hoffmann-La Roche AG Procédés de préparation pour dérivés de pyrmidinecyclopentane
EP3134519B1 (fr) 2014-04-22 2018-06-06 c-LEcta GmbH Céto-réductases
HUE053363T2 (hu) 2014-11-25 2021-06-28 Codexis Inc Módosított iminreduktázok és eljárások keton- és aminvegyületek reduktív aminálására
WO2017001907A1 (fr) 2015-06-29 2017-01-05 Teva Pharmaceuticals International Gmbh Procédés biocatalytiques de préparation de vilantérol
CN107435042A (zh) * 2016-05-26 2017-12-05 尚科生物医药（上海）有限公司 重组酮还原酶在制备(r)‑3‑奎宁醇中的应用
CN106011095B (zh) * 2016-07-27 2021-02-26 苏州汉酶生物技术有限公司 工程化酮还原酶多肽及使用其制备依替米贝中间体的方法
EP3652328A1 (fr) 2017-07-14 2020-05-20 c-LEcta GmbH Céto-réductases
CN109576312B (zh) * 2017-09-29 2021-08-24 尚科生物医药（上海）有限公司 一种制备（r）- 2-氯-1-（3-羟基苯基）乙醇的方法
CN109055324B (zh) * 2018-07-10 2021-05-04 天津迪沙医药技术开发有限公司 一种改进的酮还原酶及其应用
CN109097412A (zh) * 2018-07-24 2018-12-28 江苏理工学院 一种生物法合成依折麦布中间体的方法
CN109943543B (zh) * 2019-03-28 2020-12-11 上海健康医学院 醇脱氢酶突变体及其制备方法和应用
WO2024013383A1 (fr) * 2022-07-15 2024-01-18 F. Hoffmann-La Roche Ag Cétoréductase mutante à activité cétoréductase accrue ainsi que procédés et utilisations associés

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6225099B1 (en) * 1996-03-21 2001-05-01 Forschungszentrum Jülich GmbH Alcohol dehydrogenase and its use for the enzymatic production of chiral hydroxy compounds

Family Cites Families (57)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3875373D1 (de) 1987-05-04 1992-11-26 Ciba Geigy Ag Neues verfahren zur herstellung von 4-acyloxy-3-hydroxyethyl-azetidinonen.
US5538867A (en) 1988-09-13 1996-07-23 Elf Aquitaine Process for the electrochemical regeneration of pyridine cofactors
JPH0623150B2 (ja) 1988-11-15 1994-03-30 高砂香料工業株式会社 光学活性３−ヒドロキシブタン酸類の製造方法
DE4014573C1 (fr) 1990-05-07 1991-10-10 Forschungszentrum Juelich Gmbh, 5170 Juelich, De
US5385833A (en) 1992-02-26 1995-01-31 The Scripps Research Institute Pseudomonas sp. ATCC No. 49794 alcohol dehydrogenase
US5225339A (en) 1992-02-26 1993-07-06 The Scripps Research Institute Lactobacillus kefir alcohol dehydrogenase
CA2103932A1 (fr) * 1992-11-05 1994-05-06 Ramesh N. Patel Reduction stereoselective de cetones
JP3155107B2 (ja) 1993-01-12 2001-04-09 ダイセル化学工業株式会社 光学活性４−ハロ−３−ヒドロキシ酪酸エステルの製造方法
US5631365A (en) 1993-09-21 1997-05-20 Schering Corporation Hydroxy-substituted azetidinone compounds useful as hypocholesterolemic agents
US6117679A (en) 1994-02-17 2000-09-12 Maxygen, Inc. Methods for generating polynucleotides having desired characteristics by iterative selection and recombination
US6335160B1 (en) 1995-02-17 2002-01-01 Maxygen, Inc. Methods and compositions for polypeptide engineering
US5605793A (en) 1994-02-17 1997-02-25 Affymax Technologies N.V. Methods for in vitro recombination
US5837458A (en) 1994-02-17 1998-11-17 Maxygen, Inc. Methods and compositions for cellular and metabolic engineering
US5491077A (en) 1994-07-20 1996-02-13 Merck & Co., Inc. Microbial method
US5427933A (en) 1994-07-20 1995-06-27 Merck & Co., Inc. Reduction of phenylalkyl ketones to the corresponding (S)-hydroxy derivatives using mucor hiemalis IFO 5834
AU3346295A (en) 1994-08-12 1996-03-07 Gist-Brocades B.V. Mutated penicillin g acylase genes
JPH08336393A (ja) 1995-04-13 1996-12-24 Mitsubishi Chem Corp 光学活性なγ−置換−β−ヒドロキシ酪酸エステルの製造法
JP2948504B2 (ja) 1995-05-11 1999-09-13 高砂香料工業株式会社 光学活性アゼチジン−２−オン誘導体の製造方法
US5618707A (en) 1996-01-04 1997-04-08 Schering Corporation Stereoselective microbial reduction of 5-fluorophenyl-5-oxo-pentanoic acid and a phenyloxazolidinone condensation product thereof
US5891685A (en) 1996-06-03 1999-04-06 Mitsubishi Chemical Corporation Method for producing ester of (S)-γ-halogenated-β-hydroxybutyric acid
DE19812004A1 (de) 1998-03-19 1999-09-30 Forschungszentrum Juelich Gmbh Dehydrogenasen mit verbesserter NAD-Abhängigkeit, deren Herstellung und Verwendung
US6495023B1 (en) 1998-07-09 2002-12-17 Michigan State University Electrochemical methods for generation of a biological proton motive force and pyridine nucleotide cofactor regeneration
US6207822B1 (en) 1998-12-07 2001-03-27 Schering Corporation Process for the synthesis of azetidinones
DE19857302C2 (de) 1998-12-14 2000-10-26 Forschungszentrum Juelich Gmbh Verfahren zur enantioselektiven Reduktion von 3,5-Dioxocarbonsäuren, deren Salze und Ester
JP2000236883A (ja) 1998-12-21 2000-09-05 Daicel Chem Ind Ltd 新規なカルボニル還元酵素、該酵素の製造方法、該酵素をコードするｄｎａおよびこれを利用したアルコールの製造方法
JP4221100B2 (ja) 1999-01-13 2009-02-12 エルピーダメモリ株式会社 半導体装置
US6376246B1 (en) 1999-02-05 2002-04-23 Maxygen, Inc. Oligonucleotide mediated nucleic acid recombination
US6645746B1 (en) 1999-12-03 2003-11-11 Kaneka Corporation Carbonyl reductase, gene thereof and method of using the same
TWI275645B (en) 2000-02-16 2007-03-11 Daicel Chemical Industries Ltd. (R)-2-octanol dehydrogenases, methods for producing the enzymes, DNA encoding the enzymes, and methods for producing alcohols using the enzymes
WO2001075767A2 (fr) 2000-03-30 2001-10-11 Maxygen, Inc. Selection de sites de recombinaison par enjambement in silico
DE10037101A1 (de) 2000-07-27 2002-02-07 Degussa Rekombinant hergestellte Enzyme mit verbesserter NAD(H)-Akzeptanz
US7202070B2 (en) 2000-10-31 2007-04-10 Biocatalytics, Inc. Method for reductive amination of a ketone using a mutated enzyme
BR0208265A (pt) 2001-03-22 2004-03-02 Bristol Myers Squibb Co Redução estereosseletiva de acetofenona substituìda
EE05453B1 (et) 2001-03-28 2011-08-15 Schering Corporation Protsess asetidinoonvahehendite valmistamiseks
DE10119274A1 (de) 2001-04-20 2002-10-31 Juelich Enzyme Products Gmbh Enzymatisches Verfahren zur enantioselektiven Reduktion von Ketoverbindungen
EP1456370A2 (fr) 2001-12-27 2004-09-15 DSM IP Assets B.V. Procede de preparation d'une beta-lactamine
US20050084907A1 (en) 2002-03-01 2005-04-21 Maxygen, Inc. Methods, systems, and software for identifying functional biomolecules
JP4213524B2 (ja) 2003-04-17 2009-01-21 ダイセル化学工業株式会社 新規なカルボニル還元酵素、その酵素をコードするｄｎａを含むポリヌクレオチド、その製造方法、およびこれを利用した光学活性アルコールの製造方法
DE10327454A1 (de) 2003-06-18 2005-01-20 Juelich Enzyme Products Gmbh Oxidoreduktase aus Pichia capsulata
KR20060071397A (ko) 2003-08-11 2006-06-26 코덱시스, 인코포레이티드 4-치환된 3-히드록시부티르산 유도체 및 이웃자리 시아노,히드록시 치환된 카르복실산 에스테르의 효소적 제조 방법
KR20060064620A (ko) 2003-08-11 2006-06-13 코덱시스, 인코포레이티드 개선된 글루코스 데히드로게나제 폴리펩티드 및 관련폴리뉴클레오티드
CA2533838A1 (fr) 2003-08-11 2005-02-24 Codexis, Inc. Polypeptides cetoreductase ameliores et polynucleotides associes
DE10345772A1 (de) 2003-10-01 2005-04-21 Basf Ag Verfahren zur Herstellung von 3-Methylamino-1-(thien-2-yl)-propan-1-ol
EP1687287A1 (fr) 2003-11-24 2006-08-09 Hetero Drugs Limited Nouveau procede de preparation d'intermediaire d'ezetimibe
JP4394647B2 (ja) 2003-12-02 2010-01-06 メルシャン株式会社 光学活性テトラヒドロチオフェン誘導体の製造方法、および、光学活性テトラヒドロチオフェン−３−オールの晶析方法
WO2006130657A2 (fr) 2005-05-31 2006-12-07 Bristol-Myers Squibb Company Procede de reduction stereoselective pour la preparation de composes de pyrrolotriazine
JP5090910B2 (ja) 2005-07-20 2012-12-05 株式会社カネカ 光学活性２−（ｎ−置換アミノメチル）−３−ヒドロキシ酪酸エステル類の製造方法
AT502395B1 (de) 2005-07-27 2007-03-15 Iep Gmbh Oxidoreduktasen zur stereoselektiven reduktion von ketoverbindungen
WO2008042876A2 (fr) 2006-10-02 2008-04-10 Codexis, Inc. Compositions et procédés permettant de produire des statines pures sur le plan stéréoisomérique et produits intermédiaires synthétiques utilisés dans ces procédés
WO2008103248A1 (fr) 2007-02-08 2008-08-28 Codexis, Inc. Céto-réductases et leurs utilisations
WO2009029554A2 (fr) 2007-08-24 2009-03-05 Codexis, Inc. Polypeptides cétoréductases ayant des propriétés améliorées pour la production stéréosélective de (r)-3-hydroxythiolane
WO2009036404A2 (fr) * 2007-09-13 2009-03-19 Codexis, Inc. Polypeptides de cétoréductase pour la réduction d'acétophénones
KR20100061571A (ko) 2007-09-28 2010-06-07 코덱시스, 인코포레이티드 케토리덕타제 폴리펩티드 및 이의 용도
CN101883846A (zh) 2007-10-01 2010-11-10 科德克希思公司 用于生成氮杂环丁酮的还原酶多肽
US20090312196A1 (en) 2008-06-13 2009-12-17 Codexis, Inc. Method of synthesizing polynucleotide variants
EP2329014B1 (fr) 2008-08-29 2014-10-22 Codexis, Inc. Polypeptides de cetoreductase pour la production stéréosélective de (4s)-3[(5s)-5(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one
ES2575560T3 (es) * 2009-08-19 2016-06-29 Codexis, Inc. Polipéptidos cetorreductasa para preparar fenilefrina

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6225099B1 (en) * 1996-03-21 2001-05-01 Forschungszentrum Jülich GmbH Alcohol dehydrogenase and its use for the enzymatic production of chiral hydroxy compounds

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
DATABASE PROTEIN NCBI; 1 April 2004 (2004-04-01), XP008144774, Database accession no. AAP94029 *
DATABASE PROTEIN NCBI; 17 February 2003 (2003-02-17), XP008139486, Database accession no. CAD66648 *
NIEFIND, K. ET AL.: "Crystallization and preliminary characterization of crystals of R-alcohol dehydrogenase from lactobacillus brevis", ACTA CRYSTALLOGR. D BIOL. CRYSTALLOGR., vol. 56, 2000, pages 1696 - 1698, XP008139487 *
NIEFIND, K. ET AL.: "The crystal structure ofR-specific alcohol dehydrogenase from lactobacillus brevis suggests the structural basis of tis metal dependency", J. MOL. BIOL., vol. 327, no. 2, 2003, pages 317 - 328, XP004454137 *
See also references of EP2329014A4 *

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US9139820B2 (en) 2015-09-22
US9796964B2 (en) 2017-10-24
CN102186972A (zh) 2011-09-14
SI2329014T1 (sl) 2015-01-30
US10988739B2 (en) 2021-04-27
CN102186972B (zh) 2014-08-20
WO2010025085A2 (fr) 2010-03-04
US8956840B2 (en) 2015-02-17
US8415126B2 (en) 2013-04-09
US20160376565A1 (en) 2016-12-29
US20120322136A1 (en) 2012-12-20
US20130210098A1 (en) 2013-08-15
US20150132806A1 (en) 2015-05-14
US9422530B2 (en) 2016-08-23
US20200095561A1 (en) 2020-03-26
SG10201404330VA (en) 2014-10-30
EP2329014A2 (fr) 2011-06-08
US20190161740A1 (en) 2019-05-30
US20180023059A1 (en) 2018-01-25
US20180312817A1 (en) 2018-11-01
EP2329014A4 (fr) 2012-03-21
US20100062499A1 (en) 2010-03-11
US20210222135A1 (en) 2021-07-22
US20150337272A1 (en) 2015-11-26
US10544401B2 (en) 2020-01-28
US8273554B2 (en) 2012-09-25

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